Jack Schlossberg, the sole grandson of the deceased John F. Kennedy and offspring of Caroline Kennedy Schlossberg, has removed his presence from social media platforms after a string of divisive posts and public disputes. This move has generated concerns regarding its impact on the Kennedy family’s standing.
The 32-year-old had previously attracted notice for his outspoken political views, comedic content, and clashes with individuals including his relative Robert F. Kennedy Jr., attorney Alan Dershowitz, and several right-leaning media commentators. His latest conduct, nonetheless, has elicited disapproval from his own relatives, including his cousin Kathleen “Kick” Kennedy, who told The Post, “I hope he gets the help he needs.” Kathleen is the offspring of Robert F. Kennedy Jr., who has frequently been targeted in Schlossberg’s criticisms.
The controversial actions of Schlossberg intensified following President Donald Trump’s electoral victory and the later appointment of RFK Jr. to lead the Department of Health and Human Services. Frustrated by his relatives’ failure to resist, Schlossberg called on them to express their disagreement, questioning in a now-deleted video, “How come I’m the only one who’s talking out?” He additionally issued a vulgar caution regarding the seriousness of the circumstances.
His mother, Caroline Kennedy, also composed a forceful letter urging senators to oppose RFK Jr.’s approval, characterizing him as a “predator” and declaring that her father and uncles “would be disgusted.”
During recent weeks, Schlossberg’s online activity has grown progressively unpredictable. He filmed himself mocking Dershowitz, mimicking the 86-year-old attorney in a derisive fashion while referencing Epstein-connected accusations. Dershowitz, a past aide to Schlossberg’s great-uncle Sen. Ted Kennedy and Harvard instructor to Joseph Kennedy III, retorted: “He’s done more harm for the Kennedy name than all the rest of the Kennedys combined.”
Dershowitz additionally claimed that Schlossberg incorrectly asserted that he had killed his spouse—who remains living—and is contemplating legal measures for possible defamation. Schlossberg offered no response to these claims.
Schlossberg’s content also became insulting, as he mocked RFK Jr.’s spasmodic dysphonia, a disorder affecting speech.
The Kennedy heir also attacked right-wing personalities including Megyn Kelly and Daily Mail columnist Maureen Callahan. He mockingly challenged Kelly’s gender and declared that she could “no longer play in female sports.” After Callahan wrote an article about his conduct, Schlossberg replied with insulting terms on Instagram, which were subsequently removed.
The growing scandal reached its peak in Schlossberg’s abrupt departure from social media. “I’m sorry to everyone I hurt. I was wrong. I’m deleting all my social media. Forever,” he wrote as a closing statement before removing his accounts on Thursday, February 6.
Schlossberg’s conduct has been condemned as harmful to the formerly esteemed Kennedy reputation. Biographer Laurence Leamer considered it “peculiar” that Schlossberg lacked his grandfather JFK’s self-control, emphasizing the importance for measured resistance. Conservative commentator Charlie Kirk, conversely, downplayed the relevance of the Kennedy family, suggesting that most Americans “just ignore the rest of them.”
Despite holding degrees from Harvard including a law degree and MBA, Schlossberg has not yet established a defined professional trajectory. He has worked as an EMT and a State Department assistant previously, but presently seems to live at his family’s Upper East Side Manhattan residence. Recognized for posting videos of himself skateboarding and practicing ballet, he told Vogue last year that making serious issues entertaining or fun is key to engaging people.
With Schlossberg’s departure from social media, it remains uncertain whether he will reenter the public eye or if this represents the conclusion of his prominent visibility.
The Kennedy family, formerly recognized for political sophistication, confronts fresh scrutiny as conflict eclipses tact in one of its youngest descendants.